4-(5-Fluoro-2-methoxy-phenyl)-2-methyl-but-3-yn-2-ol | 1128143-29-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(5-Fluoro-2-methoxy-phenyl)-2-methyl-but-3-yn-2-ol
• 英文别名: 4-(5-fluoro-2-methoxyphenyl)-2-methylbut-3-yn-2-ol
• CAS: 1128143-29-2
• 化学式: C₁₂H₁₃FO₂
• 分子量: 208.232
• InChiKey: MBBUSXXEEXQNDC-UHFFFAOYSA-N

物化性质

• 沸点：
  323.7±42.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(5-Fluoro-2-methoxy-phenyl)-2-methyl-but-3-yn-2-ol 在 sodium hydroxide 作用下， 以 甲苯 为溶剂， 生成 2-ethynyl-4-fluoro-1-methoxybenzene
  参考文献：
  名称：

  Electrophilic Cyclization of 2-Chalcogenealkynylanisoles: Versatile Access to 2-Chalcogen-benzo[b]furans

  摘要：

  An efficient synthesis of 2-chalcogen-3-substituted-benzo[b]furan compounds has been accomplished via electrophilic cyclization reaction of 2-chalcogenealkynyl anisoles using I-2, ICl, Br-2 and PhSeBr as electrophile sources. The product distributions were strongly dependent on the nature of substituents in the aromatic ring of anisole and on the chalcogen atom directly bonded to the triple bond. The 2-chalcogen-3-iodo-benzo[b]furans obtained smoothly underwent conversion to more complex structures of benzo[b]furan derivatives via palladium- or copper-catalyzed cross-coupling reaction with thiols, diphenyl diselenides, and zincates.

  DOI：

  10.1021/jo802736e
• 作为产物：
  描述：

  2-溴-4-氟苯甲醚 、 2-甲基-3-丁炔-2-醇 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 反应 12.0h， 生成 4-(5-Fluoro-2-methoxy-phenyl)-2-methyl-but-3-yn-2-ol
  参考文献：
  名称：

  Electrophilic Cyclization of 2-Chalcogenealkynylanisoles: Versatile Access to 2-Chalcogen-benzo[b]furans

  摘要：

  An efficient synthesis of 2-chalcogen-3-substituted-benzo[b]furan compounds has been accomplished via electrophilic cyclization reaction of 2-chalcogenealkynyl anisoles using I-2, ICl, Br-2 and PhSeBr as electrophile sources. The product distributions were strongly dependent on the nature of substituents in the aromatic ring of anisole and on the chalcogen atom directly bonded to the triple bond. The 2-chalcogen-3-iodo-benzo[b]furans obtained smoothly underwent conversion to more complex structures of benzo[b]furan derivatives via palladium- or copper-catalyzed cross-coupling reaction with thiols, diphenyl diselenides, and zincates.

  DOI：

  10.1021/jo802736e

文献信息

• Electrophilic Cyclization of 2-Chalcogenealkynylanisoles: Versatile Access to 2-Chalcogen-benzo[<i>b</i>]furans
  作者：Flávia Manarin、Juliano A. Roehrs、Rafaela Mozzaquatro Gay、Ricardo Brandão、Paulo H. Menezes、Cristina W. Nogueira、Gilson Zeni

  DOI：10.1021/jo802736e

  日期：2009.3.6

  An efficient synthesis of 2-chalcogen-3-substituted-benzo[b]furan compounds has been accomplished via electrophilic cyclization reaction of 2-chalcogenealkynyl anisoles using I-2, ICl, Br-2 and PhSeBr as electrophile sources. The product distributions were strongly dependent on the nature of substituents in the aromatic ring of anisole and on the chalcogen atom directly bonded to the triple bond. The 2-chalcogen-3-iodo-benzo[b]furans obtained smoothly underwent conversion to more complex structures of benzo[b]furan derivatives via palladium- or copper-catalyzed cross-coupling reaction with thiols, diphenyl diselenides, and zincates.